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Synfacts 2008(1): 0107-0107  
DOI: 10.1055/s-2007-991452
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Immobilization of Bisoxazoline-Palladium on a Single-Crystal Silicon Surface

Contributor(s): Yasuhiro Uozumi, Yutaka Matsuura
K. Hara*, S. Tayama, H. Kano, T. Masuda, S. Takakusagi, T. Kondo, K. Uosaki, M. Sawamura*
Hokkaido University, Japan
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Publication History

Publication Date:
18 December 2007 (online)

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Significance

Bisoxazoline (BOX) 1 reacted with Si(111)-H in mesitylene at 160 °C to afford Si-BOX 2 via thermal hydrosilylation. Si-BOX 2 was treated with a solution of Pd(OAc)2 in CH2Cl2 to give Si-BOX-Pd 3. ICP-MS measurements of 3 revealed that palladium was incorporated at a concentration of 0.21 nmol/cm2. The Si-BOX-Pd chip 3 was used as catalyst in the aerobic oxidation of benzylic alcohols 4 leading to the corresponding carbonyl compounds 5a-d with high TON (up to 500,000).